Search Deals onWinchester Vacation Packages
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Winchester Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
MainStay Suites Lexington I-75
per person
Jul 14 - Jul 17
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Lexington (LEX)
Stay at this hotel in Lexington. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Rupp Arena and Kentucky Horse Park are located nearby.
Home2 Suites By Hilton Richmond, Ky
per person
Jul 14 - Jul 17
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Lexington (LEX)
Stay at this 3-star hotel in Richmond. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Richmond Centre Mall and Cinemark At Richmond Centre are located nearby.
Comfort Suites Keeneland
per person
Jul 14 - Jul 17
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Lexington (LEX)
Book a stay at this business-friendly hotel in Lexington. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Kroger Field and The Red Mile Racetrack are located nearby.
Comfort Suites
per person
Jul 14 - Jul 17
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Lexington (LEX)
Book a stay at this business-friendly hotel in Georgetown. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Kentucky Horse Park and The Pavillion are located nearby.
Clarion Hotel Conference Center - North
per person
Jul 14 - Jul 17
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Lexington (LEX)
Stay at this 3-star family-friendly hotel in Lexington. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Rupp Arena and Kentucky Horse Park are located nearby.
Home2 Suites by Hilton Lexington University / Medical Center
per person
Jul 14 - Jul 17
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Lexington (LEX)
Stay at this 3-star business-friendly hotel in Lexington. Enjoy free breakfast, free WiFi, and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Kroger Field and The Red Mile Racetrack are located nearby.
Country Inn & Suites by Radisson, Georgetown, KY
per person
Jul 14 - Jul 17
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Lexington (LEX)
Stay at this 3-star business-friendly hotel in Georgetown. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Kentucky Horse Park and The Pavillion are located nearby.
Residence Inn by Marriott Lexington
per person
Jul 14 - Jul 17
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Lexington (LEX)
Stay at this 3-star business-friendly hotel in Lexington. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions Rupp Arena and The Red Mile Racetrack are located nearby.
Winchester Vacation Packages 3-4 Night Stays
Price found within the past 48 hours. Click for updated prices.
Top Flight Deals
Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.
Tue, Jul 1 - Thu, Jul 10
IAH
George Bush Intercontinental
LEX
Blue Grass
$228 Roundtrip, found 1 hour ago
$228
Roundtrip
found 1 hour ago
Wed, Oct 15 - Wed, Oct 22
HOU
William P. Hobby
LEX
Blue Grass
$249 Roundtrip, found 1 day ago
$249
Roundtrip
found 1 day ago
Fri, Jul 4 - Wed, Jul 9
EWR
Newark Liberty Intl. Airport
LEX
Blue Grass
$249 Roundtrip, found 4 hours ago
$249
Roundtrip
found 4 hours ago
Fri, Sep 5 - Sat, Sep 6
SAN
San Diego Intl.
LEX
Blue Grass
$253 Roundtrip, found 3 days ago
$253
Roundtrip
found 3 days ago
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